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Gettinglit (talk | contribs) →Isomers: D9-THC-Octyl has been discovered as a natural product. Tags: Reverted Mobile edit Mobile web edit |
Claim that the Δ9-THC-C8 occurs naturally requires a reference. I have looked and could not find one. Add it back in once you have a WP:RS to go with it. Tag: Manual revert |
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==Isomers== |
==Isomers== |
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[[File:D3-THC-C8_structure.png|220px|thumb|left|Δ<sup>3</sup>-THC-C8]]{{clear-left}} |
[[File:D3-THC-C8_structure.png|220px|thumb|left|Δ<sup>3</sup>-THC-C8]]{{clear-left}} |
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[[File:d9-THC-C8_structure.png|220px|thumb|left|Δ<sup>9</sup>-THC-C8, CAS# 2552798-63-5]]{{clear-left}}The Δ<sup>3</sup>/Δ<sup>6a(10a)</sup> isomer was synthesised in 1941, but was found to be slightly less active than [[Delta-3-Tetrahydrocannabinol|Δ<sup>3</sup>-THC]] itself.<ref>{{cite journal | vauthors = Adams R, Loewe S, Jelinek C, Wolff H | title = Tetrahydrocannabinol Homologs with Marihuana Activity. IX. | journal = Journal of the American Chemical Society | date = July 1941 | volume = 63 | issue = 7 | pages = 1971-1973 | doi = 10.1021/ja01852a052 }}</ref> The alternate isomer Δ<sup>9</sup>-THC-C8 has also been synthesised,<ref>{{cite patent | country = WO | number = 2020232545 | assign1 = Kare Chemical Tech Inc, Canada | inventor = Kamaluddin AR, Wenli J. Kareem AR | pubdate = 26 November 2020 | postscript = . }}</ref> |
[[File:d9-THC-C8_structure.png|220px|thumb|left|Δ<sup>9</sup>-THC-C8, CAS# 2552798-63-5]]{{clear-left}}The Δ<sup>3</sup>/Δ<sup>6a(10a)</sup> isomer was synthesised in 1941, but was found to be slightly less active than [[Delta-3-Tetrahydrocannabinol|Δ<sup>3</sup>-THC]] itself.<ref>{{cite journal | vauthors = Adams R, Loewe S, Jelinek C, Wolff H | title = Tetrahydrocannabinol Homologs with Marihuana Activity. IX. | journal = Journal of the American Chemical Society | date = July 1941 | volume = 63 | issue = 7 | pages = 1971-1973 | doi = 10.1021/ja01852a052 }}</ref> The alternate isomer Δ<sup>9</sup>-THC-C8 has also been synthesised,<ref>{{cite patent | country = WO | number = 2020232545 | assign1 = Kare Chemical Tech Inc, Canada | inventor = Kamaluddin AR, Wenli J. Kareem AR | pubdate = 26 November 2020 | postscript = . }}</ref> but has not been identified as a natural product. |
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== See also == |
== See also == |
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Revision as of 06:12, 11 October 2022
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| Formula | C24H36O2 |
| Molar mass | 356.550 g·mol−1 |
| 3D model (JSmol) | |
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JWH-138 (THC-Octyl, Δ8-THC-C8) is a synthetic cannabinoid first synthesised by John W. Huffman, with a Ki of 8.5nM at the CB1 cannabinoid receptor.[1]
Isomers
The Δ3/Δ6a(10a) isomer was synthesised in 1941, but was found to be slightly less active than Δ3-THC itself.[2] The alternate isomer Δ9-THC-C8 has also been synthesised,[3] but has not been identified as a natural product.
See also
References
- ^ Martin BR, Jefferson R, Winckler R, Wiley JL, Huffman JW, Crocker PJ, et al. (September 1999). "Manipulation of the tetrahydrocannabinol side chain delineates agonists, partial agonists, and antagonists". The Journal of Pharmacology and Experimental Therapeutics. 290 (3): 1065–1079. PMID 10454479.
- ^ Adams R, Loewe S, Jelinek C, Wolff H (July 1941). "Tetrahydrocannabinol Homologs with Marihuana Activity. IX". Journal of the American Chemical Society. 63 (7): 1971–1973. doi:10.1021/ja01852a052.
- ^ WO 2020232545, Kamaluddin AR, Wenli J. Kareem AR, published 26 November 2020, assigned to Kare Chemical Tech Inc, Canada.